HC4

4'-HYDROXYCINNAMIC ACID

Created:	1999-07-08
Last modified:	2024-09-27

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21 entries where HC4 is found as a standalone ligand82 entries where HC4 is covalently linked to polymer or other heterogen groups

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Chemical Details
Formal Charge	0
Atom Count	20
Chiral Atom Count	0
Bond Count	20
Aromatic Bond Count	6

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Chemical Component Summary
Name	4'-HYDROXYCINNAMIC ACID
Synonyms	PARA-COUMARIC ACID
Systematic Name (OpenEye OEToolkits)	(E)-3-(4-hydroxyphenyl)prop-2-enoic acid
Formula	C₉ H₈ O₃
Molecular Weight	164.158
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	O=C(O)/C=C/c1ccc(O)cc1
SMILES	CACTVS	3.341	OC(=O)C=Cc1ccc(O)cc1
SMILES	OpenEye OEToolkits	1.5.0	c1cc(ccc1C=CC(=O)O)O
Canonical SMILES	CACTVS	3.341	OC(=O)\C=C\c1ccc(O)cc1
Canonical SMILES	OpenEye OEToolkits	1.5.0	c1cc(ccc1\C=C\C(=O)O)O
InChI	InChI	1.03	InChI=1S/C9H8O3/c10-8-4-1-7(2-5-8)3-6-9(11)12/h1-6,10H,(H,11,12)/b6-3+
InChIKey	InChI	1.03	NGSWKAQJJWESNS-ZZXKWVIFSA-N

Drug Info: DrugBank

DrugBank ID	DB04066
Name	p-Coumaric acid
Groups	experimental
Synonyms	para-Coumaric Acid (E)-p-coumaric acid 4-coumaric acid trans-4-hydroxycinnamic acid (E)-3-(4-hydroxyphenyl)-2-propenoic acid trans-p-Hydroxycinnamate trans-p-coumarinic acid (E)-p-hydroxycinnamic acid p-Coumaric acid (2E)-3-(4-hydroxyphenyl)acrylic acid 4-Hydroxycinnamic acid 4'-hydroxycinnamic acid trans-p-coumaric acid naringeninic acid trans-p-hydroxycinnamic acid trans-4-coumaric acid
Categories	Acids, Carbocyclic Adrenal Cortex Hormones Anti-Infective Agents Antioxidants Biological Factors Cinnamates Compounds used in a research, industrial, or household setting Contraceptive Agents, Male Free Radical Scavengers Hormonal Contraceptives for Systemic Use Protective Agents Reproductive Control Agents
CAS number	501-98-4

Drug Targets

Name	Target Sequence	Pharmacological Action
Prostaglandin reductase 1	MVRTKTWTLKKHFVGYPTNSDFELKTAELPPLKNGEVLLEALFLTVDPYM...	unknown
Histidine ammonia-lyase	MLAMSPPKPAVELDRHIDLDQAHAVASGGARIVLAPPARDRCRASEARLG...	unknown
Photoactive yellow protein	MEHVAFGSEDIENTLAKMDDGQLDGLAFGAIQLDGDGNILQYNAAEGDIT...	unknown
PPH	MPDRTTDDFGPFTEQIRGTIDGMGTAEFDALPVGAIQVDGSGVIHRYNRT...	unknown

Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource Name	Reference
Pharos	CHEMBL66879
PubChem	637542
ChEMBL	CHEMBL66879
ChEBI	CHEBI:36090, CHEBI:32374
CCDC/CSD	IWOZEA, PEHFUF, VIYROM, BUHPOL, PEHFUF01, COUMAC03, IJEZUT, SOLBEC01, LIZWUO, AJACUM, SOLBEC, IJIBEJ, IJIBEJ01, IVEPAD, IVENUV, RADYAA, EKOZIQ, JAJYUS
COD	4510169, 4510170